1424 CHESTERFIELD DRIVE, DUNEDIN, FL, 34698
Active23 days on marketListed Aug 29, 2026MLS #TB8543675
About this home
1424 CHESTERFIELD DRIVE
Welcome to this well-maintained 3-bedroom, 2-bath single-family home located in the desirable Dunedin community of Scots Landing. Offering approximately 1,505 square feet of living space, this home features a comfortable open floor plan, split-bedroom layout, high ceilings and a spacious Florida room providing additional space for relaxing or entertaining. The kitchen features solid-surface countertops, solid wood cabinetry and a convenient kitchen/family room combination. The primary bedroom is located on the main level and includes a walk-in closet. Engineered wood and ceramic tile flooring complement the home's practical, easy-care layout. Additional features include central air and heat, an attached 2-car garage with laundry area and a functional single-story floor plan. Conveniently located near shopping, dining, major roadways and the many recreational and entertainment opportunities Dunedin and the surrounding Gulf Coast area have to offer. Schedule your showing and see all that this Dunedin home has to offer.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,505
Sqft
0.13 ac
Lot size
2
Garage
1982
Year built
One
Levels
$2
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$180 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$180/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs Dunedin actives
$2 vs $308
Days on market
23 vs 53 typical
Where $2/sqft sits among the 238 Dunedin actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Scots Landing
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Dunedin. See the full Dunedin guide →
Scots Landing — neighborhood snapshot
Population
341
Median age
64
Median income
$45,577
Median home value
$269,400
Avg household
2
Households w/ children
22%
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Dunedin market
$455K → $443K
Dunedin median sold, yr/yr
95.6%
Sale-to-list ratio (12 mo)
135 of 238
Dunedin actives have cut their price
Median sold price, Dunedin, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 99% below the DUNEDIN 34698 median. See the full Dunedin market guide →
Paper trail
This home's history
Reality check
What actually sold near 1424 CHESTERFIELD DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$437,000
2009 FOREST DRIVE
2 bd · 2 ba · 1,557 sqft · $281/sqft · 1 DOM
Sold · Jan ’26$445,000
2423 RUTLAND LANE
2 bd · 2 ba · 1,581 sqft · $281/sqft · 26 DOM
Sold · Jun ’26$475,000
2161 NE HILLWOOD COURT
3 bd · 2 ba · 1,587 sqft · $299/sqft · 19 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Bridget McLennon
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1424 CHESTERFIELD DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1424 CHESTERFIELD DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Bridget's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1424 CHESTERFIELD DRIVE FAQs
What would the monthly payment be for 1424 CHESTERFIELD DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $180/mo — principal and interest, estimated property taxes and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
Are pets allowed at 1424 CHESTERFIELD DRIVE?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Dunedin?+
At $2,800, this home is listed about 99% below the Dunedin median of $400,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1424 CHESTERFIELD DRIVE?+
Garrison-Jones Elementary School (elementary), Dunedin High School (high), Dunedin Highland Middle School (middle) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Under the DUNEDIN 34698 market on paper
$2,800 is 99% below the DUNEDIN 34698 median of $352,450, and at $2/sqft it sits under the Dunedin average of $333.
02Strong assigned schools
Garrison-Jones Elementary School, Dunedin High School, Dunedin Highland Middle School — Garrison-Jones Elementary School rates 4 of 5. Always verify assignments with the district.
03The price has already moved
Listed at $3,000, now $2,800 — a $200 cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of DEAN & DEWITT PROPERTIES · Kyle Wheeler. MLS #TB8543675.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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